A medieval castle surrounded by a lush green landscape and a small village in the background.

Search B&B in Helmsley

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

Our top choices for Helmsley bed & breakfast

A dining area with tables set for two, featuring white tablecloths, wine glasses, and potted plants.

1. Brickfields Farm

Brickfields Farm
5.0 star property
York
9.8 out of 10, Exceptional, (178 reviews)
"A lovely spacious room with views of the countryside. The staff were very welcoming and the breakfast was freshly cooked to order in nice relaxed setting. I would definitely recommend this place."
United Kingdom
Amanda
The price is ₩239,228
₩287,073 total
includes taxes & fees
Nov 1 - Nov 2
Brickfields Farm
A dining table set with tea service, chairs, and a stone wall with a mural.

2. The Cornmill

The Cornmill
4.0 star property
York
9.8 out of 10, Exceptional, (96 reviews)
"A wonderful warm welcome and superb hospitality throughout."
United Kingdom
Graham
The price is ₩206,334
₩206,334 total
includes taxes & fees
Oct 4 - Oct 5
The Cornmill
A bedroom with a bed, two wall-mounted paintings, bedside lamps, and a neatly made bed with folded towels.

3. The Union Inn & Restaurant

The Union Inn & Restaurant
3.0 star property
Malton
9.6 out of 10, Exceptional, (53 reviews)
"Really comfortable stay, good room, great breakfast, wonderful hosts"
United Kingdom
Vatsala
The price is ₩156,993
₩188,392 total
includes taxes & fees
Oct 6 - Oct 7
The Union Inn & Restaurant
A living room with a fireplace, a wooden door, a sofa, and a coffee table.

4. Old Manse Hotel

Old Manse Hotel
2.0 star property
Pickering
9.4 out of 10, Exceptional, (158 reviews)
"Room was clean and presentable room smelled nice an fresh when we came back after our day out staff were friendly Valerie was a good host lovely breakfasts each day and great parking at the back well secured loved it"
United Kingdom
Carol
The price is ₩146,676
₩176,011 total
includes taxes & fees
Oct 12 - Oct 13
Old Manse Hotel
A two-story building with a sign reading "Fourways Guest House Thirsty."

5. Fourways Guest House

Fourways Guest House
3.0 star property
Thirsk
9.6 out of 10, Exceptional, (127 reviews)
"Mark couldn’t be more helpful, a great place to stay when away on business. ."
United Kingdom
Peter
The price is ₩186,897
₩224,276 total
includes taxes & fees
Oct 5 - Oct 6
Fourways Guest House
A tranquil lake with a clear reflection, surrounded by dense forest and a distant hill.

6. Park House Country Guest House

Park House Country Guest House
3.5 star property
Northallerton
9.8 out of 10, Exceptional, (77 reviews)
"Lovely place to stay Very friendly and welcoming Great for the dog!"
United Kingdom
P
The price is ₩159,863
₩159,863 total
includes taxes & fees
Oct 28 - Oct 29
Park House Country Guest House
The Witching Post Inn, a stone building with a traditional design, featuring a signboard advertising free house, bar meals, and available rooms.

7. The Witching Post

The Witching Post
3.0 star property
Whitby
9.6 out of 10, Exceptional, (29 reviews)
"Good breakfast and ok for a short stay"
United Kingdom
Paul
The price is ₩119,763
₩143,716 total
includes taxes & fees
Nov 2 - Nov 3
The Witching Post
A sunlit patio with a glass table and chairs, overlooking a garden and a forested area.

8. Brass Castle Country House Accommodation

Brass Castle Country House Accommodation
3.5 star property
Middlesbrough
8.6 out of 10, Excellent, (57 reviews)
"Loved this hideaway. Was there for work and was nestled away in the countryside approx 5 miles from where I needed to be. Would definitely say more ideal for couples but the staff couldn't be any friendlier and helpful. The homemade chips certainly took me back to my childhood too!"
United Kingdom
Yvonne
The price is ₩162,806
₩195,371 total
includes taxes & fees
Oct 10 - Oct 11
Brass Castle Country House Accommodation
A restaurant with a long wooden table, cushioned booths, and patterned chairs.

9. The Ivy Tree

The Ivy Tree
3.5 star property
Stockton-on-Tees
9.2 out of 10, Wonderful, (127 reviews)
"Fabulous staff, beautiful food, fantastic room. Top notch in every way! Can't wait to return ❤️"
United Kingdom
Tracy
The price is ₩148,022
₩177,627 total
includes taxes & fees
Oct 3 - Oct 4
The Ivy Tree
A bedroom with a large bed, a nightstand, a wall-mounted lamp, and a mural of a building.

10. The Bootham Tavern - York

The Bootham Tavern - York
2.0 star property
Bootham
8.0 out of 10, Very good, (99 reviews)
"We enjoyed our stay so much. The staff is incredibly friendly and helpful! Definitely recommend!"
United States
Diana Angelica
The price is ₩120,177
₩144,212 total
includes taxes & fees
Oct 11 - Oct 12
The Bootham Tavern - York
A rural landscape with a stone wall, a road, and neatly trimmed hedges.

11. Newburgh House Bed & Breakfast

Newburgh House Bed & Breakfast
3.0 star property
York
9.4 out of 10, Exceptional, (119 reviews)
"Lovely quiet location, excellent facilities, great breakfast and very friendly and helpful host! "
United Kingdom
Jonathan
The price is ₩142,041
₩170,449 total
includes taxes & fees
Oct 12 - Oct 13
Newburgh House Bed & Breakfast
A building with a blue door marked with the number 17, white columns, and a small porch with a black railing.

12. MonkBridge House

MonkBridge House
5.0 star property
The Groves
10.0 out of 10, Exceptional, (274 reviews)
"The Monk Bridge House is an amazing treasure in a perfect location for exploring York. The owners are attentive and the service is exemplary. Definitely worth a visit."
United States
Raymond
The price is ₩202,253
₩242,704 total
includes taxes & fees
Oct 15 - Oct 16
MonkBridge House
A dining area with wooden chairs, tables set for a meal, and a chandelier.

13. St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (371 reviews)
"Nice cosy room close to the center of York. Fantastic and helpful staff and the breakfast is well presented and keeps the B&B family atmosphere!"
United States
Chris
The price is ₩145,832
₩174,998 total
includes taxes & fees
Oct 4 - Oct 5
St Mary's Guest House
A stone building with a sign for Rowan Tree House Bed & Breakfast, featuring a wooden door and a flower garden in front.

14. Rowan Tree House B&B

Rowan Tree House B&B
3.0 star property
Whitby
9.4 out of 10, Exceptional, (85 reviews)
"Room was very clean and the Breakfast was fab….. definitely worth a stay 😊"
United Kingdom
Douglas
The price is ₩159,983
₩191,980 total
includes taxes & fees
Oct 7 - Oct 8
Rowan Tree House B&B
A neatly made bed with a blue cover, a wooden wardrobe, and a small table with a kettle and a cup.

15. OYO Tudor Lodge - Redcar Beach

OYO Tudor Lodge - Redcar Beach
2.0 star property
Redcar
6.6 out of 10, (57 reviews)
"Was a nice clean place staff were friendly and not too far from beach and town center"
United Kingdom
paul
The price is ₩42,388
₩54,257 total
includes taxes & fees
Nov 1 - Nov 2
OYO Tudor Lodge - Redcar Beach
Room

16. The New Inn

The New Inn
3.0 star property
Pickering
8.8 out of 10, Excellent, (97 reviews)
"It was super clean, great food and had everything we needed"
United Kingdom
Tracy
The price is ₩156,993
₩188,392 total
includes taxes & fees
Oct 8 - Oct 9
The New Inn
A neatly made bed with white linens, two bedside lamps, and a window with floral curtains.

17. The Wellington Heifer

The Wellington Heifer
3.5 star property
Northallerton
9.6 out of 10, Exceptional, (165 reviews)
"Great staff, excellent food and accommodation"
United Kingdom
Mark
The price is ₩149,511
₩179,420 total
includes taxes & fees
Oct 18 - Oct 19
The Wellington Heifer
A panoramic view of a hilly landscape with fields, a hilltop, and purple heather in the foreground.

18. Royal Oak Hotel

Royal Oak Hotel
3.5 star property
Middlesbrough
9.2 out of 10, Wonderful, (92 reviews)
"Really lovely visit - great breakfast"
United Kingdom
Neil
The price is ₩151,533
₩181,840 total
includes taxes & fees
Oct 4 - Oct 5
Royal Oak Hotel
A covered outdoor seating area with wicker furniture, a ceiling projector, and a view of a green landscape.

19. Newsham Grange Farm Bed and Breakfast

Newsham Grange Farm Bed and Breakfast
4.0 star property
Thirsk
10.0 out of 10, Exceptional, (104 reviews)
"Sparkling room, great facilities, amazing breakfast"
United Kingdom
James
The price is ₩194,366
₩233,246 total
includes taxes & fees
Oct 5 - Oct 6
Newsham Grange Farm Bed and Breakfast
A hotel room with two beds, a flat-screen TV, a dresser, a mirror, and a chandelier.

20. Burton Stone Inn

Burton Stone Inn
3.5 star property
Clifton
9.4 out of 10, Exceptional, (469 reviews)
"Only thing was the beer pumps started at 3am…."
Australia
Patricia
The price is ₩111,025
₩133,230 total
includes taxes & fees
Oct 4 - Oct 5
Burton Stone Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Helmsley Hotel Reviews

Moxy York

Moxy York

10/10 Excellent
"rooms very clean, staff friendly. Great location, parking close by in shambles for 2-3 nights no problem and secure."
Tom 1-night trip
Posted 18 hours ago
Moxy York

Find out more about Helmsley

Helmsley B&B information

Number of reviews
2,641
Accommodation
59 B&B
Lowest Price
₩54,257
Highest Price
₩287,073

Frequently asked questions

Searching for B&Bs in Helmsley?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to make some connections, B&Bs can be a great choice for many types of vacationers. While you're enjoying your trip to Helmsley, Hemsley Walled Garden and Howardian Hills are perfect spots to get in some fresh air and greenery.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to interact with the owner, and of course a full breakfast to start the day, B&Bs provide a one-of-a-kind environment.
What are the top B&Bs in Helmsley?
Here is a B&B that guests like in the area: The Union Inn & Restaurant: 4 rooms. 13.5 mi (21.7 km) from the heart of Helmsley. Enjoy the free English breakfast and bars.
When is the best time to book my B&B in Helmsley?
When you're dreaming of a stay in Helmsley, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 58°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Helmsley is 31 inches.
What is there to do in Helmsley?
When you want to spend some time in the great outdoors, Hemsley Walled Garden and Howardian Hills are some notable spots. You might put Helmsley Castle and North York Moors National Park on your list if you want to see more of the area.
How can I get to and around Helmsley?
You can plan your excursions in and around Helmsley ahead of time with these transportation options. Fly into Durham (MME-Teesside Intl.), which is located 23.8 mi (38.3 km) away from the city center. Otherwise, you can search for flights to Leeds (LBA-Leeds Bradford), which is 35.8 mi (57.5 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.